iPPI-DB

Inhibitors of Protein-Protein Interaction Database

Compound 402

Identifiers

  • Canonical SMILES: 
    CN[C@@H](C)C(=O)N[C@@H](C1CCCCC1)C(=O)N1CCC[C@H]1c1nc2c(cccc2s1)-c1cccnc1
  • IUPAC name: 
    (2S)-N-[(1S)-1-cyclohexyl-2-oxo-2-[(2R)-2-(4-pyridin-3-yl-1,3-benzothiazol-2-yl)pyrrolidin-1-yl]ethyl]-2-(methylamino)propanamide
  • InChi: 
    InChI=1S/C28H35N5O2S/c1-18(29-2)26(34)31-24(19-9-4-3-5-10-19)28(35)33-16-8-13-22(33)27-32-25-21(12-6-14-23(25)36-27)20-11-7-15-30-17-20/h6-7,11-12,14-15,17-19,22,24,29H,3-5,8-10,13,16H2,1-2H3,(H,31,34)/t18-,22-,24-/m0/s1
  • InChiKey: 
    UAWQNILLPUUPES-OEOAZWSVSA-N

External links


46883921
CHEMBL1089693
24666717

External search

Bibliography (1)

Publication Name
Cohen F, Koehler MF, Bergeron P, Elliott LO, Flygare JA, Franklin MC, Gazzard L, Keteltas SF, Lau K, Ly CQ, Tsui V, Fairbrother WJ. . Antagonists of inhibitor of apoptosis proteins based on thiazole amide isosteres. Bioorganic & medicinal chemistry letters. 26e

Pharmacological data

Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 0 0 0

Targets

PPI family Best activity Diseases MMoA
XIAP / Smac 7.30 cancer Inhibition
Physicochemical filters
Descriptor Lipinski's RO5 Veber Pfizer's 3/75
Compliance
MW 505.25 g/mol
HBA 7
HBD 2
HBA + HBD 9
AlogP 3.70
TPSA 87.22
RB 7
Radar chart
PCA : iPPI-DB chemical space
PCA : Correlation circle
Efficiencies: iPPI-DB biplot LE versus LLE
Summary
Bibliographic ressources Biochemical tests Cellular tests PK tests Cytotoxicity tests
1 1 0 0 0
Pharmacological data
Bibliography Name Target Competition Assay type Assay name Cell line Activity type Activity
20189383 26e XIAP
P98170
Biochemical assay Fluorescence Polarization pKi (inhibition constant, -log10) 7.30
Ta Structure Name Drugbank ID
0.5708 Dolastatin 10 DB12730
0.5500 LCL-161 DB12085
0.5359 (2S,4S,5R)-1-(4-TERT-BUTYLBENZOYL)-2-ISOBUTYL-5-(1,3-THIAZOL-2-YL)PYRROLIDINE-2,4-DICARBOXYLIC ACID DB07199
0.5339 RWJ-51084 DB03251
0.5212 RWJ-56423 DB02812
0.4813 1-[(4S)-4-amino-5-(1,3-benzothiazol-2-yl)-5-oxopentyl]guanidine DB08624
0.4790 Ravidasvir DB15652
0.4784 Samatasvir DB12660
0.4519 Odalasvir DB13041
0.4391 Ledipasvir DB09027
0.4390 Ruzasvir DB11713
0.4387 N-((1R,2S)-2-(5-CHLORO-1H-INDOLE-2-CARBOXAMIDO)CYCLOHEXYL)-5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDINE-2-CARBOXAMIDE DB07629
0.4387 N-((1R,2R)-2-(5-CHLORO-1H-INDOLE-2-CARBOXAMIDO)CYCLOHEXYL)-5-METHYL-4,5,6,7-TETRAHYDROTHIAZOLO[5,4-C]PYRIDINE-2-CARBOXAMIDE DB07630
0.4386 Daclatasvir DB09102
0.4375 IDD552 DB02834